Vacation rentals with a kayak in Portland

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Top-rated kayak rentals in Portland

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Guest favorite

Guest suite in Portland

4.96 out of 5 average rating, 368 reviews

Underground Art Suite

Spacious underground art suite/apartment in the sunlit basement of our 1926 bungalow in the lively SE Foster Powell Neighborhood. We partner with local artists to bring rotating artwork to the space. Enjoy a relaxing guest suite with a private entrance, parking and access to nearby food carts, restaurants, bars, galleries, and shops featuring local wares art & food. The space is a newly finished one bedroom modern guest suite with full kitchen, located in a quiet yet fun and funky neighborhood.

Nov 15 – 22

G$22,745 GYD per night

Guest favorite

Guest suite in Milwaukie

4.96 out of 5 average rating, 375 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

Dec 24 – 31

G$28,559 GYD per night

Guest favorite

Barn in Brush Prairie

4.98 out of 5 average rating, 132 reviews

Hockinson Carriage House - You Won't Want to Leave

Your stay can be as peaceful and relaxing as you desire. The property invites exploration at your leisure. The Carriage House is private and comfortable. You are a mile from the little town of Hockinson with a store, gas and a tap room. You are 6 miles from Battleground which offers all services and a neat downtown for shopping, antiquing, a winery and multiple restaurant options. Stay a night or stay and use as a base to explore Portland, Columbia River Gorge, Multnomah Falls, Vancouver.

Dec 2 – 9

G$26,442 GYD per night

Guest favorite

Apartment in Dayton

5.0 out of 5 average rating, 228 reviews

Dale Farm Apartment on Hazelnut Orchard & Pond

Entire apartment with private entrance, patio and parking. Located in Willamette Valley, heart of Pinot Noir wine country. A very short drive to Stoller Winery, Durant Farm, Domaine Serene, and Domaine Drouhin-all with great wine and spectacular views. Our property includes a hazelnut orchard of 2,200 trees, a large pond with floating dock and kayaks, and nicely landscaped areas surrounding the home and apartment. Sip wine on the patio with firepit and soak in the hot tub. Come relax with us!

Oct 26 – Nov 2

G$53,489 GYD per night

Superhost

Guesthouse in Milwaukie

4.86 out of 5 average rating, 151 reviews

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Aug 28 – Sep 4

G$36,208 GYD per night

Guest favorite

Guest suite in Milwaukie

4.9 out of 5 average rating, 262 reviews

Upstairs Rustic 1940s styled Studio Apartment

Great for water loving people! Private unit. Self checkin. Outdoor patio & yard. Wifi. Always clean. Pet free, allergy safe. Linens washed with Defunkify perfume free soap. Fully stocked kitchenette. .75 Bathroom (sink, toilet, large shower) Stocked w/ toiletries. AC in summer. Complimentary snacks! 1940's vintage furniture. Quiet neighborhood. Semi-industrial parking, as we run a pressure washing biz. Your unit is around the back on the 2nd floor. 1/4 mi to bus route at top of hill.

Jul 13 – 20

G$17,139 GYD per night

Guest favorite

Apartment in Portland

4.84 out of 5 average rating, 154 reviews

Lovely, large 1-bdrm basement suite (non-smoking)

Please NO-SMOKING, NO-CHILDREN, NO PETS. Spacious, fully-furnished basement apartment/suite that is 10 mins to downtown Portland & 5 mins to Lake Oswego. No cleaning fee. Located on the Willamette river in a single home in exclusive neighborhood. Hiking trails and free use of kayaks. Bonus Shiatsu massage chair and high-quality queen bed. NOTE: Internet access and tv is available. No cable TV. But you can cast your netflix, prime, etc accounts from your mobile phone to the TV.

Jul 29 – Aug 5

G$22,872 GYD per night

Guest favorite

Guest suite in Portland

4.86 out of 5 average rating, 95 reviews

Portland Hillside Retreat near OHSU & river

This comfortable home, nested in a forest setting and located in a great central, and safe neighborhood. The space is functional, and well appointed. You’ll have a super functional kitchenette, private bathroom, living room / work space / dining area, along with two, full bedrooms, and a very comfortable pull-out sofa that offers the space of a queen. Well stocked amenities with customization available on request. Within walking distance of the river, park, trails, and OHSU.

Feb 5 – 12

G$19,825 GYD per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a hill next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

Oct 7 – 14

G$25,673 GYD per night

Guest favorite

Guest suite in Hillsboro

4.96 out of 5 average rating, 146 reviews

Riverside Retreat Private Entry Near DT Hillsboro

Welcome to our peaceful country riverside retreat! We're only 2 miles from downtown Hillsboro. In the heart of wine country and alongside the Tualatin river. Take a short drive to wineries or a 5 minute drive to historical downtown Hillsboro where you will find shopping, coffee, antiques and more! Feeling outdoorsy? Hike nearby at Baldpeak State Park, Walk the Fernhill Wetlands or Kayak down the Tualatin River. There is lots to do here, you'll enjoy your stay.

Sep 21 – 28

G$23,481 GYD per night

Guest favorite

Guesthouse in Milwaukie

4.99 out of 5 average rating, 306 reviews

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area. Registration # pending.

Dec 24 – 31

G$45,687 GYD per night

Guest favorite

Guesthouse in Dayton

4.96 out of 5 average rating, 55 reviews

Pondside cottage in wine country.

Looking to get away from the City? Drive down a country road to a pond side cottage on 15 beautiful acres with a one acre pond. Have your morning coffee outside and listen to all the birds singing. Close proximity to several local wineries and views of the red hills and Stoller Winery. We live in the main house away from the cottage. Steve is retired and I am a local real estate agent. We have a dog named Gunner that loves to visit everyone.

Jun 10 – 17

G$25,207 GYD per night